標題: Site-Selective C(sp(3))-H Functionalization of Fluorinated Alkanes Driven by Polar Effects Using a Tungstate Photocatalyst
作者: Fukuyama, Takahide
Nishikawa, Tomohiro
Ryu, Ilhyong
應用化學系
Department of Applied Chemistry
關鍵字: C-H functionalization;Photocatalysis;Radical reactions;Synthetic methods
公開日期: 1-Jan-1970
摘要: The TBADT-catalyzed C(sp(3))-H functionalization of perfluorophenyl- and perfluoroalkyl-substituted alkanes was studied to determine how the fluorous substituents affect site-selectivity. Alkylation of alkyl-substituted perfluorobenzene avoids alpha-C-H bonds, unlike their alkylbenzene counterparts, allowing site-selective functionalization of C-H bonds remote to the aromatic ring. Alkylation of alkanes having a perfluoroalkyl group also avoided alpha-C-H bonds. Radical polar effects in the S(H)2 transition states could explain this avoidance of alpha-C-H functionalization.
URI: http://dx.doi.org/10.1002/ejoc.201901135
http://hdl.handle.net/11536/152895
ISSN: 1434-193X
DOI: 10.1002/ejoc.201901135
期刊: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
起始頁: 0
結束頁: 0
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